Classic Penny Loafers Get Reinvented for Fall: 15 New Ways to Wear Them

Whether you're gearing up for a semester spent in lecture halls or have long bid adieu to the student lifestyle, penny loafers—a back-to-school classic—should be high up on your fall shopping list. Style them with pencil skirts for a more classic look or boyfriend jeans for a quirky casual outfit. Just check out these 15 stylish girls and you'll be instantly inspired to invest in this fall favorite. But before you do, here's a fun fact about penny loafers: Did you know that the flats got their name when moms in the 1900s needed a foolproof place for their kids to store some extra change for a phone call? And yes, phone calls once cost a penny! Getty ImagesGo classic with a button-down shirt, a miniskirt, and penny loafers. Stockholm StreetstyleThe masculine flats are a perfect addition to an easy denim-and-button-down look. Getty ImagesDress up a pair of tailored shorts with a tux shirt and pointed-toe penny loafers. Getty ImagesFor the office, the leather kicks are a great stiletto alternative. Just slip into the style with a pencil skirt and blouse. Getty ImagesTurn the preppy style on its head by pairing it with ripped skinny jeans and a leather jacket

Whether you're gearing up for a semester spent in lecture halls or have long bid adieu to the student lifestyle, penny loafers—a back-to-school classic—should be high up on your fall shopping list.

Style them with pencil skirts for a more classic look or boyfriend jeans for a quirky casual outfit. Just check out these 15 stylish girls and you'll be instantly inspired to invest in this fall favorite.

But before you do, here's a fun fact about penny loafers: Did you know that the flats got their name when moms in the 1900s needed a foolproof place for their kids to store some extra change for a phone call? And yes, phone calls once cost a penny!